Sonoma Wine Trip

3 Night; Sonoma Wine Trip for 2 

with Airfare 

Healdsburg, a beautiful town in northern Sonoma County, is the perfect place for a getaway with delicious food and outstanding wine. Just slightly more than an hour’s drive from San Francisco, Healdsburg will surprise you with the quality of its local dining scene.

This experience for 2 people includes the following:

  • Private tasting of The Setting Wine at Bacchus Landing
  • $100 AMEX gift card to Bacchus landing boutique market
  • The Rooftop Experience at The Matheson Healdsburg, including a 4-course tasting menu
  • 3-night weekday stay at the Hotel Trio in Healdsburg & breakfast for 2
  • Round-trip coach class airfare for 2 from within the 48 contiguous U.S. to San Francisco or Oakland, CA
  • Winspire booking & concierge service

The Setting Wine

Enjoy a private tasting of The Setting Wines at Bacchus Landing either in the California sunshine on the beautiful open piazza or in The Setting private cabana.

Established in 2014, The Setting is a collection of luxury wines created by three friends; Jeff Cova, Noah McMahon, and winemaker Jesse Katz. As the first winemaker to make the Forbes “30 under 30” list, Jesse’s experience spans 19 harvests at internationally acclaimed wineries such as Chateau Petrus, Robert Foley, and was a part of the winemaking team at Screaming Eagle. The Setting Wines is a culmination of relationships spanning decades from Napa to Sonoma County, sourcing from some of the most prestigious vineyards both valleys have to offer.

Bacchus Landing

When you thought life could not get better enjoy the Bacchus gourmet market or a choice of 4 other luxury tasting rooms with a $100 American Express gift card. Bacchus Landing is situated at the crossroads of three of Sonoma County’s premier wine regions, and in the heart of Healdsburg. Bacchus is the home of 5 luxury tasting rooms and features its own large open patio where you can sit back and fully enjoy your wine experience. Whether you choose to spend your time in the spacious Setting tasting room, out on the piazza at your own café table, or the greens with picnic tables, bocce courts, and lawn games, there is plenty of space to relax with your friends and family. Enjoy Bacchus gourmet market for specialty foods and wines to take in the California sunshine.

The Matheson Healdsburg Rooftop Experience

Enjoy the sunset on Roof 106 with cocktails and snacks overlooking Healdsburg’s historical plaza with the Best of The Best, 5-course shared tasting menu. The experience also includes a cocktail for each and a bottle of The Setting Sauvignon Blanc for the table.

About The Matheson

The Matheson’s chef and owner, Dustin Valette, pats a concrete corner of the restaurant and opens up a bit about his great-grandfather, “This was where Pépé’s bread oven would have been.”

Honoré Valette, called Pépé by his family, was known for his traditional sourdough and warmth. The French immigrant had another bakery where Chef Valette's first restaurant Valette, stands now, in downtown Healdsburg. We've got some great stories about Honoré. Remind us to tell you over a glass of wine, (or with our signature brandy cocktail).

The Matheson nourishes these roots by building strong relationships and supporting craftspeople. In 100 years, what new stories will harken back to this dining room?

Hotel Trio Healdsburg

Enjoy a 3-night weekday stay (Sunday-Thursday) in a studio king suite with a sofa bed and kitchenette; includes breakfast for two. Set in the heart of Sonoma County, this new boutique hotel offers travelers the best of both worlds: a hub for exploring wine country and plenty to enjoy footsteps from your door. Amenities include bocce ball, bicycles, fire pits, outdoor pool and fitness center. The hotel is ideally located one mile from Historic Healdsburg Plaza with shuttle service, offering farm-to-table dining and shopping. The area boasts hiking trails, kayaking and hundreds of wineries.

Blackouts: Nov 23-25; Dec 25, 31. Additional dates may apply.


This package includes round-trip coach class service for two from any major metropolitan airport in the 48 contiguous United States to San Francisco or Oakland, CA, subject to availability.

Airfare must be booked within one year from the date of purchase. Airfare taxes and a $25 per person processing fee are the responsibility of the purchaser. Blackout dates: Thanksgiving, Christmas, and New Year’s weeks.

Business and First Class upgrades are available at the time of booking for an additional fee. The use of frequent flyer miles for upgrades is dependent on specific ticket restrictions as determined by the airline’s frequent flyer program.


Winspire Travel packages and experiences must be booked within one year of the purchase date. The actual travel date must occur within two years of the purchase date.


Winspire provides a team of seasoned travel professionals to help you redeem your experience. We will book all travel-related details and reservations for every part of your experience. Included within our services, Winspire can assist with extra hotel nights, airfare, and additional guests as a full-service travel agency.


Reservations are subject to availability, blackout dates, and major holidays. Reservations must be booked 60 days in advance of travel. Purchases through charity fundraisers are non-refundable.

Certificates can not be resold or replaced if lost, stolen, or destroyed. Ground transportation is the responsibility of the winner unless otherwise stated.